The Gran Premio di Milano is a Group 2 flat horse race in Italy open to thoroughbreds aged three years or older. It is run at Milan over a distance of 2,400 metres (about 1½ miles), and it is scheduled to take place each year in June. The event was established in 1889, and during the early part of its history it was contested over 3,000 metres. It was run over 2,600 metres in 1971, and it reverted to its former length the following year. It was cut to 2400 metres in 1974 and again to 2000 metres (its present distance) in 2019. The race was formerly contested at Group 1 level before being downgraded from the 2016 running. Records Most successful horse (2 wins): Sansonetto – 1895, 1896 Keepsake – 1903, 1905 Burne Jones – 1918, 1919 Manistee – 1924, 1925 Cranach – 1927, 1928 Mexico – 1961, 1962 Marco Visconti – 1966, 1967 Tony Bin – 1987, 1988 Quijano – 2008, 2009 Dylan Mouth – 2015, 2016 Leading jockey since 1970 (3 wins): Frankie Dettori – Shantou (1997), Sudan (2007), Dylan Mouth (2016) Leading trainer since 1986 (3 wins): Stefano Botti – Biz The Nurse (2013), Dylan Mouth (2015), Full Drago (2017) Peter Schiergen – Quijano (2008, 2009), Durance (2020) Leading owner since 1986 (3 wins): Scuderia Effevi – Jakkalberry (2010), Dylan Mouth (2015, 2016) Winners since 1986 The 2020, 2021 and 2022 races distance was 2,000 Meters Earlier winners 1889: Amulio 1890: Fitz Hampton 1891: Clarisse 1892: Odin 1893: Ova 1894: Times 1895: Sansonetto 1896: Sansonetto 1897: Hira 1899: Spartivento 1900: Aigle Royal 1901: Marcantonio 1902: Montalbano 1903: Keepsake 1904: The Oak 1905: Keepsake 1906: Massena 1907: Pioniere 1908: Acacia 1909: Fidia 1910: Etoile de Feu 1911: Sablonnet 1912: Rembrandt 1913: Misraim 1914: Austerlitz 1915: Peerless 1916: Tronador 1917: Aristippo 1918: Burne Jones 1919: Burne Jones 1920: Ghiberti 1921: Valerius 1922: Lantorna 1923: Scopas 1924: Manistee 1925: Manistee 1926: Apelle 1927: Cranach 1928: Cranach 1929: Ortello 1930: Cavaliere d'Arpino 1931: Guernanville 1932: Sanzio 1933: Crapom 1934: Navarro 1935: Partenio 1936: Archidamia 1937: Donatello 1938: Nearco 1939: Vezzano 1940: Sirte 1941: Niccolo dell'Arca 1942: Arco 1943: Orsenigo 1944: Macherio 1945: Fante 1946: Gladiolo 1947: Tenerani 1948: Astolfina 1949: Antonio Canale 1950: Fiorillo 1951: Scai 1952: Neebisch 1953: Toulouse Lautrec 1954: Botticelli 1955: Oise 1956: Ribot 1957: Braque 1958: Sedan 1959: Exar 1960: Malhoa 1961: Mexico 1962: Mexico 1963: